Solid-state structures and solution analyses of a phenylpropylpyridine N-oxide and an N-methyl phenylpropylpyridine.
The crystal structures of phenylpropylpyridine-N-oxide and N-methyl-phenylpropylpyridinium iodide are compared, revealing that hydrogen bonding with the solvent molecule plays an important role in the N-oxide compound, whilst electrostatic interactions are predominant in controlling the solid-state orientation of the N-methylated compound. Fluorescence spectroscopy and NOESY indicate that in contrast to the previously reported pyridinium iodide, the N-oxide is not subject to intramolecular pi-stacking, as judged by excimer emission and a lack of corresponding cross peaks, respectively.
Richter
Isabella
I
Department of Chemistry, The University of Bath, Claverton Down, Bath, BA2 7AY, UK.
Warren
Mark R
MR
Minari
Jusaku
J
Elfeky
Souad A
SA
Chen
Wenbo
W
Mahon
Mary F
MF
Raithby
Paul R
PR
James
Tony D
TD
Sakurai
Kazuo
K
Teat
Simon J
SJ
Bull
Steven D
SD
Fossey
John S
JS